Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-

Base Information

• Chemical Name: Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-
• CAS No.: 668493-36-5
• Molecular Formula: C24H20BNO2
• Molecular Weight: 365.239
• DSSTox Substance ID: DTXSID40464228
• Nikkaji Number: J2.018.994K
• Wikidata: Q82289478
• Mol file: 668493-36-5.mol

Synonyms:668493-36-5;(4'-(Diphenylamino)-[1,1'-biphenyl]-4-yl)boronic acid;Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-;[4-[4-(N-phenylanilino)phenyl]phenyl]boronic acid;4'-(diphenylamino)biphenyl-4-ylboronic acid;DTXSID40464228;AKOS030632920;DS-19749;C76104;(4'-(Diphenylamino)-[1,1'-biphenyl]-4-yl)boronicacid;boronic acid,(4'-(diphenylamino)[1,1'-biphenyl]-4-yl)-

Chemical Property of Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-

Chemical Property:

• Boiling Point: 572.3±60.0 °C(Predicted)
• PKA: 8.62±0.17(Predicted)
• PSA: 43.70000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: 4.50320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 365.1587090
• Heavy Atom Count: 28
• Complexity: 428

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4'-(Diphenylamino)-[1,1'-biphenyl]-4-yl)boronicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C2=CC=C(C=C2)N(C3=CC=CC=C3)C4=CC=CC=C4)(O)O

Technology Process of Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-

There total 8 articles about Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

(4'-bromobiphenyl-4-yl)-diphenylamine (202831-65-0) → (4’-(diphenylamino)-[ 1,1‘-biphenyl]-4-yl)boronic acid (668493-36-5)

Guidance literature:

(4'-bromobiphenyl-4-yl)-diphenylamine; With n-butyllithium; In tetrahydrofuran; for 1h; cooling;

With Trimethyl borate; In tetrahydrofuran; for 2h; cooling;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1021/jo035147y

Reference yield: 69.0%

2-{4-[4-(diphenylamino)phenyl]phenyl}-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborin + water (7732-18-5) → (4’-(diphenylamino)-[ 1,1‘-biphenyl]-4-yl)boronic acid (668493-36-5)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 6h; Reflux;

Reference yield:

Triisopropyl borate (5419-55-6) + (4'-bromobiphenyl-4-yl)-diphenylamine (202831-65-0) → (4’-(diphenylamino)-[ 1,1‘-biphenyl]-4-yl)boronic acid (668493-36-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

DOI:10.1002/pola.28053

upstream raw materials:

(4'-bromobiphenyl-4-yl)-diphenylamine

4-(4-bromophenyl)bromobenzene

diphenylamine

4-bromo-4'-iodobiphenyl

Downstream raw materials:

4-bromo-4''-(N,N-diphenylamino)terphenyl

4-(diphenylamino)terphenyl-4'-boronic acid

5-(4’-(diphenylamino)-[1,1’-biphenyl]-4-yl)thiophene-2-carbaldehyde

4″-(diphenylamino)-[1,1′:4′,1″-terphenyl]-4-carbaldehyde